Note: This story was dynamically reformatted for online reading convenience. Maddie and Me, Part 4 By Big Mess In the last chapter, Maddie brought her best friend with her on her next visit to see me. The tiny blonde girl while sheepish and shy was not afraid to take what she wanted from either Maddie or me. When I dropped them off at the park where I got them earlier that day she and Maddie walked off hand in hand. As I watched them depart Hannah looked back at me and smiled. I wasn't sure if her little glance meant anything but I filed it away for later thought. The rest of my weekend passed by as I recovered from my adventures with Maddie and Hannah. School resumed on Monday and I was ready to face all of the students, parents and staff members. As I roamed the halls, I found myself wandering into the fifth and sixth grade wings looking for Maddie or Hannah. I was also on the lookout for Jenna's daughter Melanie. Jenna caught me at the grocery store on Saturday and asked me to watch her daughter this weekend so she could go out of town. I wasn't sure who she was so my looking was fruitless. I decided to go to Jenna's office to speak about the possibilities of "helping her out" this weekend. She wasn't in her office but I spied around her desk looking for pictures of her daughter. I found one and my cock instantly ached as I saw a very cute twelve-year-old girl in a picture at her desk. She had brown hair that was cut in a bob with glasses and braces. She was as adorable as could be, but I was sure the stupid boys in this school paid little or no attention to her. They were more interested in cheap plastic eighth grade girls who were already on their way to being hot nasty sluts than Melanie who was pure and innocent and as I now understood probably willing to have as much sex as her mother would. I left a note on Jenna's desk telling her I could watch Melanie for the weekend and to call me and I left my number. I went back to work and spent the rest of the day doing mundane tasks and left work promptly at 5:00 and headed home. As I drove home I got a call from Jenna. We spoke for a few and we arranged for her mother to bring Melanie to my office on Friday at the end of the day with her clothes in a backpack and we would depart from there. I gave her my address so she would know where she was but I had a feeling she already knew that. The week dragged on as I only saw the girls a couple times that week. They were super busy getting back into the swing of being back in school. Both times I saw them they were together. They smiled and waved and I smiled back at them. Thursday night I received a call on my cell from Hannah. "Hello?" I answered the phone. "Hi Mister Mann it's Hannah. Is it ok for me to call you?" She asked. "Sure sweetheart what's going on?" I replied. "I just wanted to say thank you for Saturday. Maddie told me all about you and I got very excited thinking about the possibilities." She said. "What possibilities Hannah?" I asked beginning to get more aroused just thinking about possibilities with the eleven-year-old girl. "Like having sex with you. OMG I'm sorry was that way to forward Steve?" She said and I could feel her blushing on the other side of the phone. "That's a big step Hannah, are you sure you are ready for such a step?" I asked and I could feel my cock beginning to grow. "Oh heck yeah! Maddie told me all about it and she warned me that it would hurt at first either in the butt or in the other place. But she also told me how good it feels once she got use to it. And she also told me that you are the best! So I want the best Steve!" She said. She was much bolder over the phone than she was on Saturday. "Okay Hannah, but have you discussed this with Maddie yet? How is she about this?" I asked. "Oh she's fine. She said she's my best friend and that I could do whatever I wanted as long as you're cool with it. Are you cool with it Steve?" "Sure! But I will have company this weekend. So if you wanted to do anything before next week it would have to be tomorrow night." I said hoping that she was as anxious as I was. "Okay." She said with a long pause. "Can I come over tomorrow after school?" "Absolutely. Let's say 4:00? I'll leave early. Will that give you enough time to get here?" "Yes Mister Mann!" She said. "Okay see you then. Can you do me a favor?" I asked. "Anything..." She replied. "Are you in your bedroom with the door closed?" "Yes" "I want you to play with your little pussy. I want you to slip your hand under your shorts or whatever you're wearing and get beneath your underwear and play with your pussy. Think about how you sucked my cock and how it tasted when I came in your little mouth. I also want you to play with it and think about tomorrow when I eat your little pussy and ass and how good it's going to feel when I finally fuck you. Don't think about the pain; think about the pleasure of after you get use to the size of my cock in your pussy and ass and how good it's going to feel. Okay" I said. There was a really long pause on the other end then Hannah whispered "Uh huh" "Are you playing with your little pussy right now?" I asked. Another long pause and she whispered again, "Uh huh" "How many fingers are inside your pussy now Baby?" ".... Two" she whispered into the phone and now I could hear her movements as she continued finger fucking her tiny pussy. "Oh, yea Steve. I'm so hot! I want you now!" "Okay baby. Play with your pussy and roll your thumb over your clit. That will make you cum really hard. Can you feel your clit?" I said as I stroked my cock now as I teased the little pre-teen. "Ohhhh, uh, uh, uh huh. Oh Steve, it's happening! I'm cumming! Ahhhhhhhhhh, uh, uh, uh, uh." She moaned as she obviously came and was slowing down her movements. I came as well and grunted "Ohhhhh, yeah baby girl I'm cumming too. Oh fuck yes!" There was another long pause as I continued to stroke my cock as it began to soften and I was covered in cum. "Did you just cum too Steve?" she asked. "Uh huh." I replied. "Now I want you to take the panties you have on and wipe up all of your cum you are just made with and get them nice and wet." I heard her rustle around as she took her panties off and gathered all of the juices she just made. "Once you are finished, put them in a baggie and bring them to me tomorrow morning in my office before first period. Can you do that for me Hannah?" "Uh huh." She replied. "Okay sweetheart. Go do what I have asked and I will see you tomorrow morning. Don't be late." I said. "Yes sir." She said and I hung up the phone. I wasn't sure why she was calling me sir, but I kind of liked it. I went to the bedroom and took a quick shower not trying to drip cum all over the place. Once I was dressed I went out and made my dinner and though about possibilities. .................................................... The next morning I went to work with a little more excitement than usual. I grabbed some coffee and went to my desk where I waited for Hannah to bring me my present. About five minutes before the bell, there was a knock at my door. It was Hannah. She was dressed in the school's uniform, plaid skirt white blouse and knee high white socks that came up to her knees. Her hair was very nice. It was combed nicely and hanging in pigtails that were tied at the bottom on each side of her head and her hair was dangling over her shoulders in the front. "Hi Mr. Mann." She said as she reached into her backpack and took out the baggie with her used panties inside. I quickly moved them to a drawer. "You don't have to call me Mr. Mann when we are alone. You can call me Steve." "I prefer your last name at school Mr. Mann." She replied. "Okay Hannah, thank you for your assignment and I will see you tonight." I said as I smiled at her playing her little game. "Okay." She said and smiled as she walked towards the door. "Oh and Hannah, please don't change clothes between now and then." I said admiring her schoolgirl uniform as she walked thru the door smiling again and a little wave. ............................................................. Later that day I drove home. I was playing with Hannah's present to me a couple times. Her pussy smelled so nice and the panties reminded me of her. I pulled in at my house and went inside where I took a shower and changed into my robe and made a cocktail and waited for my young mistress. I turned on the TV to wait when I hear a soft knock at my door. I opened the door and Hannah stood there with a smile on her face. She noticed I was in my robe and she blushed. I ushered her inside and closed the door. She laid her backpack by the door and turned to look at me. "Hello Steve." She said smiling. "Are you ready to have some fun?" I replied as I moved closer to her. She nodded furiously and smiled big. I walked towards her and she dropped her eyes shyly and then back to mine and I lifted her chin with my hand and she looked at me again and smiled. I kissed her and she immediately opened her mouth and kissed me back. I was so turned on I couldn't stand it. This was the first time I kissed her. She was too shy to kiss me last weekend. I kissed her and her passion was obvious. Maddie and she have obviously been practicing. She wrapped her arm around my neck so I wouldn't go anywhere. We must have kissed about 3 minutes. I was tenting up my robe pretty good by now. She broke the kiss and looked down at my robe and smiled as she whipped my robe open and saw my cock all hard and nasty waiting for her to make her move. She was being so aggressive I never expected it from her since she was so shy before. "Yummy!" She said as she pulled the robe over my shoulders and off it went. She then dropped to her knees and wrapped her lips around my cock making me moan. "Uhhhhhh, fuck yeah!" I moaned as she sank half of my cock in her mouth and ran her tongue around my cock as she swallowed the pre-cum that was pooling at the top. "Uh, huh." She moaned around my cock as she began sucking me off. I was so horny from our phone sex the night before and smelling her soaking wet panties that she left for me this morning. She was still completely dressed in her school uniform and I grabbed the back of her head and began feeding my cock in her mouth and shoving it farther in her throat. She choked a couple times so I eased back a bit to let her breathe and she nodded and started trying to face fuck herself with my cock without any intervention of mine. "Uh, uh, uh, slurp slurp slurp were the sounds she was making as she took my cock deeper and deeper within her mouth. Soon I was beyond the point of no return and I grabbed her pigtails in each hand and began pulling her face up and down on my cock. "Uh, uh, uh, mmmmmmm." She moaned as I fucked her little face and then I came giving her no warning. I pulled her all the way on my cock as I came and three spurts of cum sprayed straight down her throat as I came in huge spurts. After the third one I let her go and she pulled off my cock and chocked and gasped for air again as she tried to recover from the forceful face fuck she was just given. Her face was a mess and her eyes were watering as she looked at me and reeling from what just happened. My cock was still spewing cum as it began dribbling off my cock and balls and hitting the floor. "You better clean that up before it hits the floor Hannah!" I said. She immediately went right back to my cock and began licking cum off it and swallowing it all as she cleaned it up. I pulled on her head again and said, "Yea baby, that's it. Don't want any of it to get wasted do we?" "Nope." She said as she cleaned my cock from balls to the top of its head. "No sir." She said as she lifted my cock and ran her tongue around my balls sucking them gently and cleaning her spit and cum from their sack. "That's a good girl. Now I need to lick that little pussy of yours." I said as I held out a hand in front of her. She took it and stood up and I walked her to the sofa in the living room she was familiar with. I sat her down and walked back to the kitchen and grabbed a towel. "Now clean your face darling. You are still very, very dirty. I said handing her the towel. She cleaned the rest of cum and spit from her face and handed it back to me. I tossed it towards the kitchen and dropped to my knees in front of her and kissed her again. She kissed me back and I released her pushing her back on the sofa. I unbuttoned her blouse opening it wide as I went. Once I was to the bottom I opened it up and saw that she was wearing no bra. Her titty bumps were bold and pronounced but since her shirt was baggy you could not see anything. I rubbed them with my palms and caressed her huge bumpy nipples with my thumb making her shiver. "Oh you were extra naughty today not wearing a bra. Were you like this all day?" She nodded and said, "Yes sir. My bra was dirty because I made it messy and forgot to do laundry like I was told. I should be punished." "I agree young lady. How would you like to be punished?" I said as I followed her lead into her fantasy. Many of the students have been reading a popular fiction series that included a woman who was dominated by her master. It seems like she wanted to play it out in real life. "I have no excuse for my actions and should be spanked." She said as she turned on the sofa and bent over it exposing to me her beautiful tiny ass under her plaid skirt. She pulled the skirt over her ass exposing her tight bottom to me fully. She was wearing a pair of snug pink panties that were definitely not a thong, however very tight and very small indeed. I sat on the couch and brought her over and bent her over my knees. I rubbed her ass with my hand over her panties. I circled once and then smacked her ass. "Ow!" she said. I continued rubbing the cheek I just spanked and she relaxed a little more and I smacked her again this time on the other cheek. "Ohhh" she said this time and she looked at me and I saw a little smile. I rubbed some more then I smacked again, then again and two more times for good measure. By now she was moaning more and more and her ass cheeks were pink. "That hurts! But it feels good too. I can't choose!" I moved my hand and this time I rubbed between her cheeks and stroked her tiny, little pussy. This time she moaned louder as I massaged her lips and ass over her tight panties. "Oh yes." She moaned over and over again as I rubbed her pussy. Another minute passed and she came all over my fingers ad I stroked her pussy. She was panting and sweating all the while as she slowly calmed down from her orgasm. She looked at me and smiled and said, "That was amazing Steve." She sat up and turned around and sat back down on my lap. She leaned in and gave me a kiss making sure to slide her tongue into my mouth right away. "Now will you fuck me in the ass Steve?" How could I say no?

Maddie and Me part 4